HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichlorobenzaldehyde → 5-Cyclopentyl 3-methyl 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichlorobenzaldehyde | HCID 35745 | — |
| Reactant | Methyl 4-fluoro-3-oxobutanoate | HCID 14170515 | — |
| Reactant | Cyclopentyl 3-aminobut-2-enoate | HCID 66992092 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Cyclopentyl 3-methyl 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate | HCID 70090527 | 28.6% |
Reaction Steps
2,3-Dichlorobenzaldehyde (1.31 g, 7.5 mmoles), methyl 4-fluoro-3-oxobutanoate (1.0 g, 7.5 mmoles) and cyclopentyl 3-amino-2-butenoate (1.26 g, 7.5 mmoles) were heated at 90° with stirring under nitrogen for 2.5 hours. The reaction mixture was dissolved in ethyl acetate, dried (MgSO4) and the solvent was removed in vacuo. The residue was chromatographed on silica eluting with ethyl acetate/methylene chloride mixtures. The title compound (0.95 g) was obtained after crystallisation from petroleum ether (60°-80) mp 148°-50°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04686217 |
| Source dataset | uspto-grants-1987_08 |
| ORD ID | ord-5099b83648494d408f4009e510dc0900 |
| Source note | uspto-grants-1987_08 |